Novel refreshable N-halamine polymeric biocides containing imidazolidin-4-one derivatives

A novel cyclic-amine monomer, 1-acryloyl-2,2,5,5-tetramethylimidazolidin-4- one (ACTMIO), was synthesized in a good yield through the reaction of acryl oyl chloride with 2,2,5,5-tetramethylimidazolidin-4-one and was fully chara cterized with Fourier transform infrared and H-1 NMR studies. ACTMIO was co polymerized with several widely used acrylic and vinyl monomers under ordin ary conditions. In the presence of triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)- trione, ACTMIO was easily grafted onto most textile fabrics. After regular chlorine bleach treatment, N-halamine derivatives of the corresponding poly meric materials exhibited antibacterial properties against Escherichia coli , and these properties were durable and refreshable with chlorine bleaching . The relationship between the structures and antibacterial properties of t he samples is further discussed. (C) 2001 John Wiley & Sons, Inc.